Luxury rentals in Lido Key

Showstopper Beach Home Pool Spa Waterfall Elevator

Welcome to the Kingdom on Hyde, the crowning jewel of Arlington Park homes & a vacation lover's dream. Featuring 4 bedrooms & 6 baths spread over nearly 4000 sq ft w/ 20ft soaring ceilings. This jewel box features a heated pool & spa with dramatic 8ft waterfall feature, Thermador Appliances, commercial grade elevator, custom imported tile & finishes & 2-story living amongst the Live Oaks. Perfectly situated a stone's throw from Arlington Park & a short drive to Siesta Beach & Downtown Sarasota!

Hospitality · Quiet · Decor · Pool · Beach · Accuracy · Outdoor spaces · Location · Kitchen · Comfort · Nearby · Indoor spaces · Cleanliness

New stunning Beach House 1 min to beautiful beach!

Discover a stunning 7-bedroom, 7.5-bath beach house on Bradenton Beach, just a one-minute stroll from the shore. This beautifully designed retreat features spacious living areas, elegant decor, and luxurious amenities throughout. Enjoy the inviting pool surrounded by lush landscaping, perfect for relaxation and gatherings. Each bedroom offers comfort and style. With its prime location and exquisite design, this beach house is the ideal setting for unforgettable vacations and cherished memories.

Beach · Location · Hospitality · Pool · Family · Cleanliness · Walkability · View · Bathroom · Nearby · Hot tub · Kitchen · Comfort · Indoor spaces · Amenities · Decor · TV · Accuracy · Outdoor spaces · Laundry · Backyard · Condition · Access

Experience the Ultimate in Coastal Luxury

Exclusive Amenities Include: • Private Heated Plunge Pool, Baja Shelf and Whirlpool • Pool Views on 2nd & 3rd Story Balconies • Roof top patio • Less Than 1 mile to Crescent Village • Less Than a 2 Minute Walk to Crescent Beach & Point of Rocks • Just a Short Drive to Siesta Key Village & Siesta Key Beach • Ping Pong Table / Air Hockey Table • Outdoor Lounge Areas • 8 Bedrooms, 8.5 Full Baths with Luxury Towels & Bed Linens provided • Spacious Balconies With Seating Area • Full Gourmet Kitchen

Hospitality · Pool · Location · Accuracy · Comfort · Indoor spaces · Family · Beach · Outdoor spaces · Cleanliness · Condition · Value · Bathroom · Kitchen · Nearby · Parking · Laundry · Walkability · Getting around · View · Checkout · Check-in · Amenities

Experience Luxury at Go with the Flow! Lazy River

Go with the Flow by Exclusive Vacations Vacation Rental License #VR24-000026 Welcome to Go with the Flow, an exceptional three-level luxury retreat offering five bedrooms and five and a half bathrooms, thoughtfully designed for an elevated Anna Maria Island getaway. Located just a short five-minute stroll to Anna Maria Beach, this newly built vacation home showcases a private pool with spa, a rooftop entertainment deck, and beautifully curated designer interiors. Whether gathering with family

Pool · Family · Decor · Getting around · Accuracy · Indoor spaces · Cleanliness · Location · Sleep quality

Lido Luxe Estate: Rental with Pool + Rooftop Deck

Lido Luxe Estate by Lido Key Vacations Vacation Rental License #VR25-00081 Minimum stay duration of 7 days/nights Experience unmatched luxury at Lido Luxe Estate, Sarasota's finest island retreat located in the prestigious Lido Key! This beautifully appointed six-bedroom, six and a half bath home offers a perfect combination of elegance, privacy, and entertainment. Located just a short six-minute walk from pristine Gulf beaches and the high-end shops and restaurants of Lido Key’s renowned

Pool · Family · Hospitality · Outdoor spaces · Hot tub · Indoor spaces · Cleanliness · Amenities · Walkability · Beach · Location · Kitchen · Layout · Heating · Nearby

400ft to Beach, Ocean View, Pool, in the Village

Siesta Key Dream’s largest and most luxurious vacation rental, features four levels, totaling 6-bedrooms, 9-beds, & 6 full-bathrooms. Notable attributes include: a heated-pool, hot tub, 2-balconies, a roof-top sundeck, parking, a backyard and an elevator. With a premier location, beach access point #4 is 400 feet away, and the Siesta Key Village is one block away. In addition to a highly desired location, the unique property design allows beach and Gulf of Mexico views from multiple levels.

Hospitality · Location · Beach · Family · Nearby · Cleanliness · Walkability · Indoor spaces · Pool · Amenities · Comfort · Accuracy · Decor · Bathroom · Kitchen · View · Hot tub · Sleep quality · Outdoor spaces · Grill · Parking · Getting around · Backyard · Condition · Noise · Value · Air conditioning

Modern Home + Heated Pool + Spa +Walkable Downtown

NEW elegant and modern pool home in the heart of downtown Sarasota. A short walk to downtown's award-winning restaurants, shopping, marina and nightlife. Minutes drive from the world-famous white sand beaches of Siesta and Lido keys. Next to the Legacy Trail and Payne Park for biking, hiking, cafe and skate park. This professionally designed home is a fully equipped, family-friendly 5-bedroom/3.5 bath with private pool, hot tub, outdoor kitchen, office and pool table. Cert# 26-VR-000092

Hospitality · Location · Pool · Hot tub · Kitchen · Comfort · Cleanliness · Sleep quality · Decor · Beach · Quiet · Nearby · Indoor spaces · Family · Accuracy · Outdoor spaces · Check-in · Amenities

Cloud 9 -Beachfront Pool & Spa -Bean Point- Golf C

Beach Front/Heated Pool/Hot Tub/ 4 bedroom plus den North End of Anna Maria Island. Professionally decorated and finished with all King Beds and En-Suite Bathrooms. Chef's Kitchen with a 48inch gas range. Wine Cooler on two levels and a private covered porch to enjoy the sunsets on the upper levels. Gas BBQ on the lower pool deck. TV's located in all bedrooms and on the lower and upper decks. 4 Adult Bikes, Kayak, Paddle Boards Included (golf cart available for qualifying guests)

Location · Hospitality · Pool · View · Cleanliness · Beach · Kitchen · Comfort · Getting around · Hot tub · Accuracy · Family · Condition · Sleep quality · Outdoor spaces · Indoor spaces · Access · Amenities · Value · Air conditioning · Decor · TV · Grill · Layout · Quiet · Wifi · Nearby · Walkability · Noise · Checkout · Biking · Check-in

Waterfront Home Private pool, elevator and dock

Luxury waterfront retreat w/pool, spa, boat ramp & dock! Elevator makes it perfect for multi‑generational family getaways. This brand-new home features airy open-concept living and 4 bedrooms (3 primary en-suites with King). Swim in the sparkling pool, soak in the spa, grill on the BBQ, and dine under the covered patio. Just minutes to Gulf beaches and local dining. Bring your boat and enjoy waterfront living from your own backyard oasis, where you can relax and watch manatees in the canal.

Pool · Hospitality · Outdoor spaces · Beach · Comfort · Family · Hot tub · Location · Decor · Cleanliness · Walkability · Kitchen · Grill · Layout · Nearby · Indoor spaces · Access · Accuracy · Bathroom · Quiet · Laundry · Getting around · Sleep quality · Amenities

New Listing! Beachfront! 2 Masters w/Ocean Views!

The Diamond Star on Anna Maria Island, a beautifully remodeled beachfront home originally built by legendary pitcher Warren Spahn. Enjoy spectacular beachfront views, white sandy shores, and unforgettable sunsets. The house features two master suites, a living room, and a kitchen, all offering magnificent ocean views. Enjoy the private decks, direct beach access, beach gear including kayaks, paddleboards, and more. After a day in the sun, relax with a cocktail in the private pool.

Location · Hospitality · Beach · View · Walkability · Kitchen · Nearby · Cleanliness · Quiet · Comfort · Family · Condition · Amenities · Decor · Outdoor spaces · Bathroom · Wifi · Indoor spaces · Getting around · Pool · Sleep quality · Checkout · Value · Check-in

Walk to beautiful St. Armands/Beach-Pool w/Slide

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Beach · Walkability · Location · Hospitality · Cleanliness · Family · Nearby · Pool · Accuracy · Indoor spaces · Decor · Hot tub · Access · TV · Bathroom · Kitchen · Parks · Grill · Comfort · Laundry · Parking · View · Sleep quality · Checkout · Shared spaces · Value · Amenities

Screened Pool Courtyard • Hot Tub • Beach Nearby

Immerse yourself in the elegance of modern living at this stunning contemporary home, designed with sophistication in mind. Perfect for families, couples, and business travelers, this property is your gateway to Sarasota's best - from the sun-kissed shores of Siesta Key Beach to the vibrant streets of downtown Sarasota. Embrace the luxury within and the adventures that lie just beyond. Discover more below!

Hospitality · Cleanliness · Pool · Family · Beach · Hot tub · Kitchen · Location · Accuracy · Layout · Comfort · Grill · Check-in · Decor · Outdoor spaces · Nearby · Bathroom · Quiet · Getting around · Condition · Sleep quality · Amenities · TV · Indoor spaces · Walkability · Long stay · Backyard · Access · Checkout · Shared spaces · Air conditioning